Journal
TETRAHEDRON
Volume 65, Issue 22, Pages 4410-4417Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.03.058
Keywords
-
Categories
Funding
- Ministere de la Recherche (France)
- Ministerio de Educacion y Ciencia (Spain) [CTQ2006-15672-C05-03]
- CNRS (France)
- Ministere de l'Education Nationale, de la Recherche et de la Technologie (France)
Ask authors/readers for more resources
New highly functionalized triazoloquinolines were synthesized by applying polar organometallic methods. Double metalation and functionalization provided 3,9-dihalogenated triazoloquinolines. Ring opening of the triazole with loss of nitrogen has been performed for the first time with 3,9-dihalogenated triazoloquinolines allowing the access toward 8-haloquinolin-2-carboxaldehydes under oxidant-free conditions. This approach demonstrates that the triazole ring can be used as protecting group of 2-quinolinecarboxaldehydes, activating the C9-position for lithiation and functionalization by triazole ring opening. 8-Haloquinoline-2-carbaldehydes become in this way readily available. (C) 2009 Elsevier Ltd. All rights reserved.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available